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Photo(geno)toxicity changes associated with hydroxylation of the aromatic chromophores during diclofenac metabolism

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Photo(geno)toxicity changes associated with hydroxylation of the aromatic chromophores during diclofenac metabolism

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dc.contributor.author García -Laínez, Guillermo es_ES
dc.contributor.author Ana M Marínez-Reig es_ES
dc.contributor.author Limones Herrero, Daniel es_ES
dc.contributor.author Jiménez Molero, María Consuelo es_ES
dc.contributor.author Miranda Alonso, Miguel Ángel es_ES
dc.contributor.author Andreu Ros, María Inmaculada es_ES
dc.date.accessioned 2018-07-16T06:46:34Z
dc.date.available 2018-07-16T06:46:34Z
dc.date.issued 2018 es_ES
dc.identifier.issn 0041-008X es_ES
dc.identifier.uri http://hdl.handle.net/10251/105816
dc.description.abstract [EN] Diclofenac (DCF) can cause adverse reactions such as gastrointestinal, renal and cardiovascular disorders; therefore, topical administration may be an attractive alternative to the management of local pain in order to avoid these side effects. However, previous studies have shown that DCF, in combination with sunlight, displays capability to induce photosensitivity disorders. In humans, DCF is biotransformed into hydroxylated metabolites at positions 4¿ and 5 (4¿OH-DCF and 5OH-DCF), and this chemical change produces non negligible alterations of the drug chromophore, resulting in a significant modification of its light-absorbing properties. In the present work, 5OH-DCF exhibited higher photo(geno)toxic potential than the parent drug, as shown by several in vitro assays (3T3 NRU phototoxicity, DNA ssb gel electrophoresis and COMET), whereas 4¿OH-DCF did not display significant photo(geno)toxicity. This could be associated, at least partially with their more efficient UV-light absorption by 5OH-DCF metabolite and with a higher photoreactivity. Interestingly, most of the cellular DNA damage photosensitized by DCF and 5OH-DCF was repaired by the cells after several hours, although this effect was not complete in the case of 5OH-DCF. es_ES
dc.description.sponsorship This work was supported by the Carlos III Institute of Health (Grants: RD16/0006/0030, PI16/01877), by the MINECO (Grants: CTQ2013-47872, CTQ2016-78875), and by the Generalitat Valenciana (Prometeo 2017/075). es_ES
dc.language Inglés es_ES
dc.publisher Elsevier es_ES
dc.relation MINECO/CTQ2013-47872-C2-1-P es_ES
dc.relation AEI/CTQ2016-78875-P es_ES
dc.relation GV/PROMETEO/2017/075 es_ES
dc.relation ISCIII/RD16/0006/0030 es_ES
dc.relation.ispartof Toxicology and Applied Pharmacology es_ES
dc.rights Reserva de todos los derechos es_ES
dc.subject Comet assay es_ES
dc.subject DNA repair capability, Metabolites es_ES
dc.subject Photosensitized DNA damage es_ES
dc.subject Phototoxicity es_ES
dc.subject.classification QUIMICA ORGANICA es_ES
dc.subject.classification QUIMICA ANALITICA es_ES
dc.title Photo(geno)toxicity changes associated with hydroxylation of the aromatic chromophores during diclofenac metabolism es_ES
dc.type Artículo es_ES
dc.identifier.doi 10.1016/j.taap.2018.01.005 es_ES
dc.rights.accessRights Abierto es_ES
dc.contributor.affiliation Universitat Politècnica de València. Instituto Universitario Mixto de Tecnología Química - Institut Universitari Mixt de Tecnologia Química es_ES
dc.contributor.affiliation Universitat Politècnica de València. Departamento de Química - Departament de Química es_ES
dc.description.bibliographicCitation García -Laínez, G.; Ana M Marínez-Reig; Limones Herrero, D.; Jiménez Molero, MC.; Miranda Alonso, MÁ.; Andreu Ros, MI. (2018). Photo(geno)toxicity changes associated with hydroxylation of the aromatic chromophores during diclofenac metabolism. Toxicology and Applied Pharmacology. 341:51-55. doi:10.1016/j.taap.2018.01.005 es_ES
dc.description.accrualMethod S es_ES
dc.relation.publisherversion https://doi.org/10.1016/j.taap.2018.01.005 es_ES
dc.description.upvformatpinicio 51 es_ES
dc.description.upvformatpfin 55 es_ES
dc.type.version info:eu repo/semantics/publishedVersion es_ES
dc.description.volume 341 es_ES
dc.identifier.pmid 29325823
dc.relation.pasarela 355290 es_ES
dc.contributor.funder Generalitat Valenciana (GV) es_ES
dc.contributor.funder Instituto de Salud Carlos III (ISCIII) es_ES
dc.contributor.funder Agencia Estatal de Investigación (AEI) es_ES
dc.contributor.funder Ministerio de Economía, Industria y Competitividad (MINECO) es_ES


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